The Saint Martin 5 Hour Trimaran Sailing Cruise with Lunch
I'm Captain Dwayne Richardson, and I've been sailing these waters since 2014. The Saint Martin 5 hour trimaran sailing cruise with lunch is the trip I send people on when they want a long, easy day on the water without the party-boat noise. We run the quieter southwestern coast on a three-hulled trimaran, drop anchor at a couple of clear bays to snorkel, and serve a proper lunch on deck. Below is the honest rundown, and you can see how it stacks up against the rest of our boat trips around the island.
About the Trimaran Sailing Cruise
Cancel up to 24 hours ahead and get your money back in full
Hold a spot today and settle up nearer the sailing date
A long, unhurried day with time to actually slow down
Wider and steadier than a regular boat, with loads of deck
Anchor at clear-water bays to get in and swim the reef
A relaxed meal served on deck while we ride at anchor
Check Live Availability & Prices
Pull up real dates and current pricing for the five-and-a-half-hour trimaran sail along the southwest coast with snorkel stops and lunch on board.
Why Book the Trimaran Sailing Cruise
Most folks picture a catamaran when they think of a Caribbean day sail. A trimaran is the next step up in comfort: three hulls instead of two, which means it barely rocks, it carries far less heel when the wind picks up, and the deck stretches wide enough that nobody is bumping elbows. After more than a decade running boats out of Simpson Bay, this is the one I point seasick-prone guests toward without a second thought.
The other thing that sets it apart is the pace. Five and a half hours sounds long, and it is, but that length is the whole point. We aren't racing from one stop to the next. There's room to read, nap on the netting, swim twice, eat a real lunch, and still feel like the day stretched on. It holds a perfect 5.0-star rating, and if you're weighing it against the shorter sails I'd put it side by side with our other day cruises.
What You'll See and Do
We trace the southwestern shore of the island, the calmer, more sheltered side where the snorkeling is clear and the water stays glassy. On a typical sail you'll:
- Cruise the quieter southwest coast of St Maarten and Saint-Martin under sail
- Drop anchor at clear-water bays to snorkel and swim straight off the boat
- Watch parrotfish, sergeant majors and the odd ray drift over the reef
- Settle in for an unhurried lunch served on the deck at anchor
- Stretch out on the wide trampoline netting between the hulls
- Soak up open-water sailing without the engine-drone of a motor cruise
What's Included (and What Isn't)
What's Included
- Five and a half hours sailing on a stable three-hull trimaran
- Snorkel and swim stops at clear southwest-coast bays
- Snorkel gear sized out for you on board
- A relaxed lunch served on deck
- A working sailing crew who know these waters
Not Included
- Getting yourself to and from the Simpson Bay marina
- Crew tips — not required, but always welcome
- Your own towel and reef-safe sunscreen
How the Day Flows
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Late morning
Cast off from Simpson Bay
Step aboard, find your spot on the netting, and we slip out under sail along the southwest coast.
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Midday
First snorkel stop
We anchor at a clear bay, hand out gear, and you're in the water swimming the reef.
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Early afternoon
Lunch at anchor
Towel off and tuck into a relaxed lunch served right on the deck while we ride easy.
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Afternoon
Second swim and sail
One more dip at a quiet bay, then we let the sails out and just cruise.
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Late afternoon
Sail home
We track back along the coast and glide into the marina to close out the day.
Important Things to Know Before You Go
A few honest pointers from someone who runs this trip week in, week out:
- The trimaran is genuinely steady, so it's the right call if motion at sea worries you
- Tell us about any dietary needs when you book so lunch is sorted for you
- This is a calm, grown-up sail — not a thumping party boat
- It's a small-group cruise, so spaces go quickly in peak weeks
What to pack
- Swimwear on under your clothes and a towel of your own
- Reef-safe sunscreen, a hat and sunglasses
- A waterproof pouch for your phone at the snorkel stops
- A little cash if you'd like to tip the crew
What to leave behind
- Anything you'd hate to see get wet or salty
- Any expectation of loud music — this one stays mellow
Where It Departs — Sint Maarten
Who This Cruise Is For
I'll be straight with you about who gets the most out of this one:
- Anyone who wants a long, calm day rather than a quick hop
- Couples and small groups after an unhurried sail with good food
- Travelers who get queasy and need the steadiest deck on the island
- Snorkelers who'd rather have clear, quiet bays than a packed dive site
Not ideal for
- Anyone chasing a loud, drinks-flowing party atmosphere
- Folks short on time who want a one-hour spin
- Travelers on a tight budget — the brief sails come in cheaper
Saint Martin Trimaran Sailing Cruise — FAQ
What's the difference between a trimaran and a catamaran?
A catamaran has two hulls; a trimaran has three — one central hull with a smaller one on each side. That extra hull spreads the boat wider, so it heels less in wind and feels noticeably steadier underfoot. If you'd prefer the classic two-hull boat with music and a lively crowd, the open-bar catamaran snorkel cruise is the one to look at instead.
How many people are on board?
It's a small-group cruise, so the deck never feels crowded and there's plenty of room to spread out on the netting. Get in touch if you're traveling as a larger party and want to check the day's numbers before you reserve.
Do I need to be a strong snorkeler?
Not at all. We anchor in calm, sheltered bays, the crew sizes you out with gear, and you can use a float or stay close to the boat if you'd rather take it easy. Beginners do fine on this trip.
Is lunch really included, and what about drinks?
Yes — a proper lunch is served on deck while we sit at anchor. Tell us any dietary needs when you book. This isn't the open-bar trip, though; if a full bar matters to you, look at our open-bar day sail instead.
How long is it and how much does it cost?
It runs five and a half hours and starts from $149 per person, with lunch and snorkeling included. You can pull up live availability for your travel date above. If you'd rather do a shorter evening sail, our sunset trimaran tour is a quicker, lower-cost option.
What Travelers Say About the Trimaran Cruise
Five and a half hours flew by. Dwayne and the crew were easygoing, the trimaran was rock-steady, and the two snorkel bays were so clear we could see the reef from the deck. Lunch was generous and the whole day felt unhurried.
I usually get seasick and dreaded the long booking, but this boat barely moved. We swam, ate well, and napped on the netting between the hulls. Honestly the most relaxed day of our whole trip.
We skipped the party boats and chose this for the calm. So glad we did. Quiet bays, great snorkeling, a crew that clearly loves the water, and a real lunch on deck. Worth every dollar.